Search Deep River Cottage Rentals from CA $170

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
cabin image
Cabins
Cabins

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Deep River cottages

A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

1. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $185
CA $318 total
includes taxes & fees
Nov 10 - Nov 11
1-bedroom cottage with Grove Beach 🏖️ access.
A white cottage with a front door, a garage, and a small porch with a potted plant.

2. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (31 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is CA $284
CA $481 total
includes taxes & fees
Nov 7 - Nov 8
The gardners Cottage 1 mile from long Island Sound - pet friendly
A two-story house with a porch, a mailbox, and a lawn.

3. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is CA $208
CA $403 total
includes taxes & fees
Nov 19 - Nov 20
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

4. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is CA $394
CA $531 total
includes taxes & fees
Nov 17 - Nov 18
Westbrook Getaway-Near Beaches, Train & Shoreline
A two-story house with a porch, multiple windows, and a front door.

5. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Very clean and comfortable"
United States
Francine F.
The price is CA $342
CA $779 total
includes taxes & fees
Nov 7 - Nov 8
Adorable Cottage with Cottage porch, walk to water & town
A small white house with black shutters, a porch, and a red barn in the background.

6. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (14 reviews)
"Love love love this place. A very unique setting on a little farm and the cabin was great. Everything ya need. A gorgeous setting. Tom, the owner is great. Will. Be. Back."
United States
Paul
The price is CA $170
CA $213 total
includes taxes & fees
Nov 8 - Nov 9
The Tiny Cottage & Mini Farm
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is CA $435
CA $497 total
includes taxes & fees
Nov 11 - Nov 12
North Fork Resort
A small, single-story house with a white porch and a wooden front door.

8. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford
10.0 out of 10, Exceptional, (36 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is CA $199
CA $403 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
A dining area with a round wooden table surrounded by six white chairs with dark cushions. A potted plant with green foliage and pink flowers is placed in the center.

9. Privet Farm cottage with AC and Deck in charming Salem Connecticut

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
9.0 out of 10, Wonderful, (4 reviews)
"The place was perfect! So much bigger and nicer in person!!!!! Well appointed very cozy! Clean!!!!! Very pet friendly! Great shower!"
United States
Kellie
The price is CA $246
CA $416 total
includes taxes & fees
Nov 9 - Nov 10
Privet Farm cottage with AC and Deck in charming Salem Connecticut
A deck with a gray sofa, a wooden chair, and a metal fire pit.

10. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is CA $589
CA $1,028 total
includes taxes & fees
Nov 11 - Nov 12
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

11. 115 Rose Cottage with 2 bedroom walk to Groton Bay

115 Rose Cottage with 2 bedroom walk to Groton Bay
Groton
8.8 out of 10, Excellent, (9 reviews)
"We had a great time and the property provided everything we needed. Thank you!"
United States
Meredith
The price is CA $229
CA $542 total
includes taxes & fees
Dec 7 - Dec 8
115 Rose Cottage with 2 bedroom walk to Groton Bay
A covered outdoor deck with wicker furniture, a ceiling fan, and a view of a park.

12. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
The price is CA $554
CA $1,130 total
includes taxes & fees
Nov 22 - Nov 23
Groton Home < 1 Mi to Beach on Long Island Sound!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Learn more about Deep River

Along the scenic Connecticut River, Deep River invites visitors to paddle through calm waters or hike the historic Valley Railroad State Park Trail. Families love exploring Plattwood Park's playgrounds while nature enthusiasts can discover hidden swimming spots at nearby Chatfield Hollow State Park.

See all hotels in Deep River
A waterfall cascading through a forest with autumn foliage.

Frequently Asked Questions

How much do cottages in Deep River cost?

Expect to pay between CA $170 and CA $588 per night for cottages in Deep River. Whatever your budget, an awesome stay is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Deep River?

You'll find cottages in Deep River. Whether you're taking a trip with the little ones or planning a weekend retreat with your besties, Expedia can help you find the ideal property to immerse yourself in nature.

Why book your cottage in Deep River with Expedia?

Booking a cottage in Deep River is as easy as deciding on your travel dates and picking an ideal place for a vacation in the outdoors. From upmarket retreats to budget-friendly stays and cottages that include amenities like a kitchenette, Expedia has something for all traveler tastes. As for terrific deals? We've got your back!

How can I find cheap cottages in Deep River?

A great way to spot cheap cottages in Deep River is with Expedia's convenient filter tool. Refine your search results by amenities, budget and star rating to land unbeatable deals in just a few clicks.

What is there to do in Deep River near my cottage?

After you've unpacked your bags and settled in, set out and explore the fantastic things Deep River has on offer. Connecticut Valley Railroad State Park Trail is a top attraction to add to your travel itinerary.

Explore a world of travel with Expedia